We are glad you’re here.

We believe that in our work lies the possibility of the full realization of human potential. Work doesn’t have to destroy us. Work can be the way we achieve our fullest selves.

Know you're not alone. Join the conversation.

Our System

Practical Skills

+ Radical Self Inquiry

+ Shared Experiences

= Enhanced Leadership + Greater Resilience

This formula is behind all that we do. We’ve designed our offerings to reboot your leadership whether you’re a CEO, founder, c-suite or employee.

Together, our offerings are a complete foundation for what it means to emerge as a leader. We offer coaching, 360 degree performance reviews, bootcamps, co-founder bootcamps, peer groups, internal trainings and organizational change management for your company, and plenty of rich resources for entrepreneurs, such as our podcast.

Ready to go deeper? Let’s get started.

Our Services

Our Results

"To the degree Gimlet is both a good place to work and a good business, it is a direct outcome of the work we have done with Jerry. We now recognize that without self-reflection from its leaders, a corporation turns into a grinding machine that churns through people and leaves behind a residue of profits (best case). The project Jerry is embarking on is bringing humanity and decency back into our work as we build the company. And now, with Reboot, he has built an organization and a group of coaches, who can deliver on that project in profound ways."

Matt Lieber

Co-founder of Gimlet Media

“I think a great CEO coach can be awesome and not-great CEO coach can be very detrimental. Jerry Colonna is the best CEO coach I’ve ever met or worked with. Reboot is the best organization for supporting entrepreneurs in all aspects of the entrepreneurial journey.”

Brad Feld

Foundry Group

“The Reboot 360 process is amazing. The clarity and honesty of this is excellent. As a board member, these are the best 360 performance reports I've seen.”

Fred Wilson

Union Square Ventures

"Reboot's team of amazing coaches are world class at helping fast growth company leaders grow into their roles and develop leadership talents."

Jeff Lawson

CEO of Twilio

Case Studies

In 2011, Yesware founder and CEO Matthew Bellows found himself in an exciting but daunting position. The company, started a year earlier in Boston, was designed to help salespeople and sales managers work more efficiently. Yesware was freshly backed with top-tier venture capital and had tremendous potential before them.

Amidst the excitement, Matthew was seized with fear. What if he and Yesware squandered all this potential? What if the company didn’t take advantage of this opportunity?

In early 2013, Bart Lorang was adapting to being a new husband and the leader of FullContact, a three-year-old contact software startup. At work, the company leadership was fragmented and reduced to loud arguments. At home things were unusually tense for Bart.

Later, while speaking to Brad Feld, mentor and lead investor in FullContact, Bart confided: “I just don’t think I am nailing this whole CEO and husband thing.” That triggered an inflection point for Bart. He decided he had to become a better leader and family man. Brad suggested he contact Reboot.

Since we began, we’ve set out to do “good work, done well, for the right reasons,” and inspire others to do the same. It’s always an honor to be a guide on our clients’ paths towards enhanced leadership and greater resiliency. That journey requires the practical skills needed to do the job, radical self-inquiry to understand what we’re really up to, and the sharing of the experiences to know we’re not alone.

In all that we do we remain true to what we call “The Conversation;” the dialogue we all must have around our existential relationship with work. All our work takes root in that place where one enters the dialog between self and work, life and purpose.

Join the Conversation.

We believe that in our work lies the possibility of the full realization of human potential.
Work doesn't have to destroy us. Work can be the way we achieve our fullest selves.